CN1092438A - Fluoroelastomer composition - Google Patents
Fluoroelastomer composition Download PDFInfo
- Publication number
- CN1092438A CN1092438A CN94100609A CN94100609A CN1092438A CN 1092438 A CN1092438 A CN 1092438A CN 94100609 A CN94100609 A CN 94100609A CN 94100609 A CN94100609 A CN 94100609A CN 1092438 A CN1092438 A CN 1092438A
- Authority
- CN
- China
- Prior art keywords
- perfluor
- vinyl ether
- terpolymer
- composition
- compound
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
- C08K5/18—Amines; Quaternary ammonium compounds with aromatically bound amino groups
Abstract
A kind of fluoroelastomer composition is provided, it be a kind ofly enable with good selection rate, synthetic cross-linking part monomer carries out the multipolymer of copolymerization at an easy rate, use general commercially available, aspect security also no problem linking agent, form the fluoroelastomer composition of vulcanized rubber with good processibility transitivity.It is in the terpolymer of tetrafluoroethylene, perfluor (low alkyl group vinyl ether) and perfluor (ω-cyano group alkyl vinyl ether), cooperated as stiffening agent, (X, Y: hydroxyl or amino, the meaning of the representative of A is seen described in the specification sheets with following chemical formula.) expression two (aminophenyl) compound.
Description
The present invention relates to fluoroelastomer composition.Relating to a kind of containing with cyano group in more detail is the crosslinkable composite of the fluoroelastomer of bridging property base.
Open on the clear 59-109546 communique the spy, put down in writing a kind of fluoroelastomer composition, said composition is at tetrafluoroethylene, perfluor (methylvinylether) and uses following chemical formula:
In the terpolymer of the cyano group (perfluoroalkyl vinyl ether) of expression, cooperated with two (aminophenyl) compound and made as stiffening agent, wherein, the following chemical formulation of two (aminophenyl) compound
(wherein, A is that carbonatoms is 1～6 a alkylidene group, and carbonatoms is 1～10 perfluorinated alkylidene, SO
2Base, O is basic, CO is basic or make the direct bonded carbon-to-carbons of 2 phenyl ring is hydroxyl or amino in conjunction with, X and Y).
But, the cyano group (perfluoroalkyl vinyl ether) that carries out copolymerization as the cross-linking part monomer (frame Bridge サ イ ト Unit measures body) of above-mentioned terpolymer is as at United States Patent (USP) the 4th, 138, disclosed in No. 426 specification sheetss, need to synthesize through many steps, therefore, being can not be at the raw material of industrial widespread use.In addition, compression set can not meet the demands during high temperature.
On the other hand,, in No. 186 specification sheetss, also disclose following method, that is, in tetrafluoroethylene and perfluor (methylvinylether), used chemical formula to be at United States Patent (USP) the 3rd, 546
Represented perfluor (ω-cyano group alkyl vinyl ether) is the cross-linking part monomer, the terpolymer that carries out copolymerization, this crosslinkedly carry out with tin tetraphenyl.
As the used above-mentioned perfluor of the comonomer composition of this terpolymer (ω-cyano group alkyl vinyl ether), because it can be from its pairing carboxylicesters, with good selection rate, synthesize at an easy rate, so, be the compound that can utilize suitability for industrialized production to obtain, still, because its resulting terpolymer crosslinked is by using tin tetraphenyl, produce that the cyclisation terpolymer of cyano group is incompatible to be carried out.Therefore, not only must be for example under 160 ℃ temperature, such adding for a long time in 18 hours depress sulfuration, and, in addition, also to do promotor etc. with the tin tetraphenyl of strong toxicity as linking agent with the silver suboxide of high price.With regard to crosslinked this point, be conspicuous in the existing problem of industrial application for it.Also have, compression set can not meet the demands when high temperature.
The objective of the invention is to, a kind of fluoroelastomer composition is provided, it is a kind of multipolymer that synthetic cross-linking part monomer carries out copolymerization that allows to carry out with good selection rate, at an easy rate, use general commercially available linking agent also no problem aspect security, form the fluoroelastomer composition of vulcanized rubber with good processibility transitivity.
Following fluoroelastomer composition by made has reached purpose of the present invention, and said composition is at tetrafluoroethylene, perfluor (low alkyl group vinyl ether) and with following chemical formula
In the terpolymer of the perfluor (ω-cyano group alkyl vinyl ether) of (wherein, n is 2～12 integer) expression, cooperated two (aminophenyl) compound stiffening agent to make, wherein, the following chemical formulation of two (aminophenyl) compound,
(wherein, A is that carbonatoms is that 1～6 alkylidene group, carbonatoms are 1～10 perfluorinated alkylidene, SO
2The base, O is basic, CO is basic or make the combination of 2 direct bonded carbon-to-carbons of phenyl ring, X and Y are hydroxyl or amino).
Terpolymer for tetrafluoroethylene, perfluor (low alkyl group vinyl ether) and perfluor (ω-cyano group alkyl vinyl ether), about 30～75% moles tetrafluoroethylene and about 70～30% moles perfluor (low alkyl group vinyl ether) are carried out in the material of copolymerization, use about 0.5～5% mole, preferred 1～2% mole perfluor (ω-cyano group alkyl vinyl ether) makes it carry out copolymerization as the cross-linking part monomer.In this terpolymer, also can use do not hinder copolymerization and, do not damage the various vinyl compounds of degree of sulfuration rerum natura and the component of fluoridizing (chain) alkene (hydrocarbon) etc. and carry out copolymerization.
Copolymerization can use free-radical initiator, by the letex polymerization in water medium, suspension polymerization, perhaps the solution polymerization in the perfluorochemical solvent carries out, but,, preferably adopt emulsion polymerization in order to obtain more high-molecular weight terpolymer.
For the letex polymerization in water medium, can use ammonium persulphate, the free-radical initiator of Potassium Persulphate etc., these free-radical initiators, with match by reductive agents such as the ammonium salt of sulfurous acid, thiosulfuric acid etc., sodium salt, sylvite, also can be used as redox system and use.For emulsifying agent, generally can use by the ammonium salt of fluoridized carboxylic acid, especially preferably use ammonium perfluorocaprylate.In addition, generally also can use Na
2HPO
4, NaH
2PO
4, K
2HPO
4, KH
2PO
4Deng pH value conditioning agent.
Copolymerization, can be by behind the reactor that quantitative each monomer is once packed into, make it carry out the once adding polymerization process of polyreaction, perhaps, under certain pressure, the any method that evenly adds respectively in the polymerization process that various monomers is respectively charged into according to a certain percentage reactor is carried out, but, in order to obtain having the multipolymer of good rerum natura, the preferred polymerisation process that adopts the latter, polymerization pressure under this occasion that evenly adds respectively remains on about 2～50Kg/cm
2, in addition, polymerization temperature remains on about 40～80 ℃.
After polyreaction ended, with resulting water-based latex, the aqueous solution of the water-soluble electrolyte substance by sodium-chlor, magnesium chloride etc. was saltoutd, by filter, dry, can obtain terpolymer, can not saltout yet, water-based latex is freezing, and with its filtration, drying.
For in terpolymer, cooperated, with represented two (aminophenyl) linking agent of above-mentioned chemical formula, can with about 0.5～5 weight part, be preferably the ratio of about 1～2 weight part according to terpolymer to per 100 weight parts, use for example following compound
[making two (amino-phenol) AF] with postscript
Be in the fluoroelastomer composition of neccessary composition with above-mentioned each composition, can suitably cooperate carbon black, the oxide compound of mineral fillers such as silicon-dioxide, divalent metal, oxyhydroxide, stearate, yellow lead oxide etc. are subjected to sour agent (being subjected to sour agent) and other necessary Synergist S-421 95.The modulation of composition is mixing by using the open type roll to wait to carry out, it is crosslinked to be by under about 160～250 ℃ temperature, heats to carry out in about 10～60 minutes.Carrying out the sulfurized occasion twice, preferably in the inert atmosphere of nitrogen etc., carrying out.
Can provide a kind of fluoroelastomer composition by the present invention, it is a kind of multipolymer that synthetic cross-linking part monomer carries out copolymerization that enables to carry out with good selection rate, at an easy rate, use general commercially available, aspect security also no problem linking agent, form the fluoroelastomer composition of vulcanized rubber with good workability transitivity.
[embodiment]
Below, the present invention will be described by embodiment.
Reference example 1
At capacity is in the autoclave of stainless steel of 500ml, the 200ml distilled water of packing into, the Na of the ammonium perfluorocaprylate of 2.5g and 4.4 grams
2HPO
4, 12H
2After the O,, then, reduce pressure its inner nitrogen replacement of using.Again this autoclave is cooled to approximately-50 ℃, then, the order following component of packing into:
Perfluor (5-cyano group amyl group vinyl ether) [FCVE] 6.4g
Perfluor (methylvinylether) [FMVE] 72g
Tetrafluoroethylene [TFE] 32g
After making it be warmed up to 50 ℃, again 0.75g S-WAT and 3.75g ammonium persulphate are made respectively in the 25ml aqueous solution adding autoclave, made it begin to carry out polyreaction.Proceed after 20 hours the polyreaction, with unreacted air scavenge, then, will take out at this formed water-based latex, and saltout, drying obtains the terpolymer A of 18.0g white rubber shape.
This terpolymer A, by the result of infrared spectra absorption analysis, the characteristic absorption that it contains the FCVE(itrile group of 69.5% mole TFE, 30.3% mole FMVE and 0.2% mole is 2268cm
-1) multipolymer form.
Reference example 2
To change into 8.2g, 83g and 28g respectively in the FCVE in the reference example 1, FMVE and TFE three's amount, when polymerization begins back 8 hours, add the sodium sulfite aqueous solution and the ammonium persulfate aqueous solution of equal amts again.The terpolymer B of resulting white rubber shape is 36.4g, and its copolymerization consists of 61.8% mole TFE, 37.7% mole FMVE and 0.5% mole FCVE.
Reference example 3
Polymerization temperature in the reference example 2 is changed into 65 ℃, thereby obtain the terpolymer C of 41.5g white rubber shape.Its copolymerization consists of 58.6% mole TFE, 40.7% mole FMVE and 0.7% mole FCVE.
Reference example 4
The amount of FCVE in the reference example 2 is changed into 12.1g, and polymerization temperature is changed into 65 ℃, thereby obtains the terpolymer D of the white rubber shape of 31.2g.Its copolymerization consists of 62.1% mole TFE, 36.8% mole FMVE and 1.1% mole FCVE.
Reference example 5
The amount of FCVE in the reference example 2 is changed into 16.4g, and polymerization temperature is changed into 65 ℃, thereby obtains the terpolymer E of the white rubber shape of 22.4g.Its copolymerization consists of 67.7% mole TFE, 30.8% mole FMVE and 1.5% mole FCVE.
Reference example 6
At capacity is in the autoclave of stainless steel of 3L, the distilled water of the 1.57L that packs into, the ammonium perfluorocaprylate of 27.3g and the Na of 23.7g
2HPO
4, 12H
2After the O,, then, reduce pressure its inner nitrogen replacement of using.Again autoclave is cooled to-50 ℃, then, the following component of packing in proper order:
Tetrafluoroethylene [TFE] 30g
Perfluor (methylvinylether) [FMVE] 50g
Perfluor (5-cyano group amyl group vinyl ether) [FCVE] 4.6g
It is warmed up to after 60 ℃,, makes the aqueous solution of 50ml respectively, add in the autoclave, make it begin to carry out polyreaction again with the S-WAT of 1.66g and the ammonium persulphate of 9.08g.
In polyreaction, be that 27g/ hour, FMVE are that 43g/ hour, FCVE are that 4.0g/ hour flow adds respectively with TFE, the pressure in the autoclave is remained on 9Kg/cm
2After beginning polymerization 10 hours, stop to add respectively, in addition, kept in this state 1 hour.Make the autoclave cooling, get rid of residual gas, then, take out water-based latex.
The water-based latex (concentration of solids component is 28% weight) that is taken out is freezing, and with 10% washing with alcohol, under 70 ℃ of temperature after the constant pressure and dry 12 hours, again under 120 ℃ temperature, drying under reduced pressure 8 hours, thus the terpolymer F of the white rubber shape of 700g obtained.Its copolymerization consists of 55.9% mole TFE, 42.7% mole FMVE, 1.4% mole FCVE.In addition, its reduced viscosity is η
SP/ C[measures under 35 ℃ for perfluor (2-butyl tetrahydrofuran) solution of 1% weight] be 1.04ml/g.
Embodiment 1
With following various gradation compositions:
Terpolymer A 100 weight parts
Two (amino-phenol) AF, 2 weight parts
Dicyclohexyl-hexaoxacyclooctadecane-6-6 0.5 weight part
MT carbon black 10 weight parts
Yellow lead oxide 2 weight parts
On two roller rubber milling trains, carry out mixingly, under 180 ℃ temperature, carry out 15 minutes press vulcanization,, measure the sulfuration moment of torsion with キ ユ ラ ス ト メ--レ (オ リ エ Application テ シ Network System), the 0.5kgcm that risen as can be seen, thus its sulfuration obtains confirming.
Embodiment 2～4
With the terpolymer A among the embodiment 1, replace with terpolymer C, D or E with amount, under 180 ℃ temperature, carry out once (pressurization) sulfuration of one hour, and under 250 ℃ temperature, carrying out 24 hours secondary (baker) sulfuration, the physics value of resulting sulfur product is shown in the following table 1 with the moment of torsion ascensional range.
Table 1
Embodiment 2 embodiment 3 embodiment 4
Terpolymer C D E
Moment of torsion ascensional range (kgcm) 3.1 3.9 4.8
Breaking tenacity (kgf/cm
2) 175 182 180
Extension at break (%) 220 173 160
Embodiment 5～6
With following various gradation compositions:
Terpolymer F 100 weight parts
Two (amino-phenol) AF, 1 weight part (embodiment 5)
2 weight parts (embodiment 6)
MT carbon black 20 weight parts
On two roller rubber milling trains, carry out mixing, under 180 ℃ temperature, carry out once (pressurization) sulfuration of 30 minutes, and under 210 ℃ temperature, carried out 18 hours and under 288 ℃ temperature, carried out 18 hours 2 stage secondaries (baker) sulfuration, the normality rerum natura of resulting sulfur product and compression set (ASTM method B, p24, O type ring: 275 ℃, 70 hours), list in the table 2 simultaneously with the moment of torsion ascensional range.
Table 2
Embodiment 5 embodiment 6
Moment of torsion ascensional range (kgcm) 9.3 11.9
Hardness (JIS A) 76 78
100% modulus (Kgf/cm
2) 92 132
Breaking tenacity (Kgf/cm
2) 192 194
Extension at break (%) 180 130
Compression set (%) 22 13
Comparative example
With following each gradation composition
Cooperate (weight part) to cooperate formula I to cooperate formula I I
Terpolymer B 100 100
Tin tetraphenyl 6
MT carbon black 10 10
Silver suboxide 4.8
On two roller rubber milling trains, carry out mixingly, under 180 ℃ temperature, carry out 2 hours sulfuration, do not find the rising of the sulfuration torque value on キ ユ ラ ス ト メ--V fully.
Claims (4)
1, a kind of fluoroelastomer composition, said composition are at tetrafluoroethylene, perfluor (low alkyl group vinyl ether) and use chemical formula CF
2=CFO (CF
2)
nCN is (in the formula, n is 2～12 integer) in the terpolymer of represented perfluor (ω-cyano group alkyl vinyl ether), cooperated two (aminophenyl) compound to form as stiffening agent, wherein, the following chemical formulation of two (aminophenyl) compound:
(wherein, A is that carbonatoms is 1～6 alkylidene group, and carbonatoms is 1～10 perfluorinated alkylidene, SO
2Base, O is basic, CO is basic or make the direct bonded carbon-to-carbons of 2 phenyl ring is hydroxyl or amino in conjunction with, X and Y).
2, the described fluoroelastomer composition of a kind of claim 1, said composition is the terpolymer of tetrafluoroethylene, perfluor (low alkyl group vinyl ether) and perfluor (ω-cyano group alkyl vinyl ether), it is that about 30～70% moles tetrafluoroethylene and about 70～30% moles perfluor (low alkyl group vinyl ether) are carried out in the material of copolymerization, and (ω-cyano group alkyl vinyl ether) carries out the polymeric co-polymer as the cross-linking part monomer with about 0.5～5% mole perfluor.
3, the described fluoroelastomer composition of a kind of claim 1, wherein, stiffening agent two (aminophenyl) compound is the compound shown in the following chemical formula.
4, a kind of claim 1 or 3 described fluoroelastomer compositions, the cooperation ratio of stiffening agent two (aminophenyl) compound of said composition with respect to the terpolymer of 100 weight parts, is about 0.5～5 weight part.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2196393 | 1993-01-14 | ||
| JP021963/93 | 1993-01-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1092438A true CN1092438A (en) | 1994-09-21 |
Family
ID=12069720
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN94100609A Pending CN1092438A (en) | 1993-01-14 | 1994-01-14 | Fluoroelastomer composition |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US6602961B1 (en) |
| EP (1) | EP0606883B1 (en) |
| CN (1) | CN1092438A (en) |
| DE (2) | DE69413854T2 (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1315894C (en) * | 2002-05-02 | 2007-05-16 | 杜邦唐弹性体公司 | Curable base-resistant fluoroelastomers |
| CN100338108C (en) * | 2002-03-14 | 2007-09-19 | 大金工业株式会社 | Fluorocopolymer, process for producing fluorocopolymer, curable fluorocopolymer composition, and cured object |
| CN1891761B (en) * | 2001-12-17 | 2010-10-06 | 大金工业株式会社 | Crosslinkable elastomer composition and formed product comprising the same |
| CN101563375B (en) * | 2006-12-21 | 2011-10-05 | 纳幕尔杜邦公司 | Crosslinkable vinyl fluoride copolymers |
| CN102858871A (en) * | 2010-04-29 | 2013-01-02 | 纳幕尔杜邦公司 | Manufacture of perfluoroelastomer compounds containing fibrillating PTFE |
| CN109715718A (en) * | 2016-07-18 | 2019-05-03 | 索尔维特殊聚合物意大利有限公司 | Fluoroelastomer composition |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH08104789A (en) * | 1994-10-04 | 1996-04-23 | Nippon Mektron Ltd | Fluorine-containing elastomer composition |
| US5824749A (en) * | 1994-10-04 | 1998-10-20 | Nippon Mektron, Limited | Fluorine-containing elastomer composition |
| JP2833645B2 (en) * | 1994-10-21 | 1998-12-09 | 日本メクトロン株式会社 | Fluorine-containing elastomer composition |
| JP3398492B2 (en) * | 1994-10-21 | 2003-04-21 | 日本メクトロン株式会社 | Fluorine-containing elastomer composition |
| JPH08143535A (en) * | 1994-11-17 | 1996-06-04 | Nippon Mektron Ltd | Bisaminothiophenol compound, its production and curing agent for elastomer containing fluorine comprising the same |
| JP2891294B2 (en) * | 1995-07-13 | 1999-05-17 | 日本メクトロン株式会社 | Fluorine-containing elastomer composition |
| US5936060A (en) * | 1996-11-25 | 1999-08-10 | E. I. Du Pont De Nemours And Company | Perfluoroelastomer composition having improved processability |
| US5874523A (en) * | 1996-11-25 | 1999-02-23 | E. I. Du Pont De Nemours And Company | Sulfonated perfluoroelastomer composition having improved processability |
| US6114452A (en) * | 1996-11-25 | 2000-09-05 | E. I. Du Pont De Nemours And Company | Perfluoroelastomer composition having excellent heat stability |
| WO1998023655A1 (en) * | 1996-11-25 | 1998-06-04 | E.I. Du Pont De Nemours And Company | Perfluoroelastomer composition having improved processability |
| JP4602555B2 (en) | 1998-11-13 | 2010-12-22 | ダイキン工業株式会社 | Fluorine-containing elastomer and composition for crosslinking |
| WO2000042100A1 (en) * | 1999-01-12 | 2000-07-20 | Daikin Industries, Ltd. | Crosslinkable elastomer composition and formed article prepared from said composition |
| JP4240716B2 (en) * | 1999-02-01 | 2009-03-18 | ユニマテック株式会社 | Fluorine-containing elastomer composition |
| US6956085B2 (en) * | 2003-02-14 | 2005-10-18 | 3M Innovative Properties Company | Fluoroelastomer compositions |
| JP4687650B2 (en) * | 2004-04-28 | 2011-05-25 | ダイキン工業株式会社 | Fluorine-containing elastomer composition and molded article comprising the same |
| WO2012040250A2 (en) | 2010-09-24 | 2012-03-29 | Greene, Tweed Of Delaware, Inc. | Fluorine-containing elastomer compositions suitable for high temperature applications |
| US9365712B2 (en) | 2010-09-24 | 2016-06-14 | Greene, Tweed Technologies, Inc. | Fluorine-containing elastomer compositions suitable for high temperature applications |
| KR101976232B1 (en) | 2011-11-09 | 2019-05-07 | 쓰리엠 이노베이티브 프로퍼티즈 컴파니 | Curing compositions for fluoropolymers |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3114778A (en) * | 1963-12-17 | Fluorinated vinyl ethers and their | ||
| GB1145445A (en) * | 1966-02-16 | 1969-03-12 | Du Pont | Fluorinated perfluorovinylethers, their preparation and copolymers thereof |
| US4131740A (en) | 1977-04-20 | 1978-12-26 | E. I. Du Pont De Nemours And Company | Alkyl perfluoro-ω-fluoroformyl esters and their preparation |
| US4525539A (en) | 1982-12-02 | 1985-06-25 | E. I. Du Pont De Nemours And Company | Vulcanizable nitrile-containing perfluoroelastomer |
| US4529784A (en) * | 1983-07-11 | 1985-07-16 | E. I. Du Pont De Nemours And Company | Fluorinated copolymers with improved cure site |
| JPS62260807A (en) * | 1986-05-07 | 1987-11-13 | Nippon Mektron Ltd | Fluorine-containing polymer and fluorine-containing polymer composition |
-
1994
- 1994-01-11 DE DE69413854T patent/DE69413854T2/en not_active Expired - Lifetime
- 1994-01-11 DE DE0606883T patent/DE606883T1/en active Pending
- 1994-01-11 EP EP94100290A patent/EP0606883B1/en not_active Expired - Lifetime
- 1994-01-14 CN CN94100609A patent/CN1092438A/en active Pending
-
1995
- 1995-07-11 US US08/500,714 patent/US6602961B1/en not_active Expired - Fee Related
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1891761B (en) * | 2001-12-17 | 2010-10-06 | 大金工业株式会社 | Crosslinkable elastomer composition and formed product comprising the same |
| CN100338108C (en) * | 2002-03-14 | 2007-09-19 | 大金工业株式会社 | Fluorocopolymer, process for producing fluorocopolymer, curable fluorocopolymer composition, and cured object |
| US7538170B2 (en) | 2002-03-14 | 2009-05-26 | Daikin Industries, Ltd. | Fluorocopolymer, process for producing fluorocopolymer, fluorocopolymer curable composition, and cured object |
| US7915361B2 (en) | 2002-03-14 | 2011-03-29 | Daikin Industries, Ltd. | Fluorocopolymer, process for producing fluorocopolymer, fluorocopolymer curable composition, and cured object |
| CN1315894C (en) * | 2002-05-02 | 2007-05-16 | 杜邦唐弹性体公司 | Curable base-resistant fluoroelastomers |
| CN101563375B (en) * | 2006-12-21 | 2011-10-05 | 纳幕尔杜邦公司 | Crosslinkable vinyl fluoride copolymers |
| CN101558092B (en) * | 2006-12-21 | 2011-11-16 | 纳幕尔杜邦公司 | Crosslinkable vinyl fluoride copolymer coated film and process for making same |
| CN102858871A (en) * | 2010-04-29 | 2013-01-02 | 纳幕尔杜邦公司 | Manufacture of perfluoroelastomer compounds containing fibrillating PTFE |
| CN109715718A (en) * | 2016-07-18 | 2019-05-03 | 索尔维特殊聚合物意大利有限公司 | Fluoroelastomer composition |
| CN109715718B (en) * | 2016-07-18 | 2021-09-21 | 索尔维特殊聚合物意大利有限公司 | Fluoroelastomer composition |
Also Published As
| Publication number | Publication date |
|---|---|
| US6602961B1 (en) | 2003-08-05 |
| EP0606883B1 (en) | 1998-10-14 |
| EP0606883A1 (en) | 1994-07-20 |
| DE69413854D1 (en) | 1998-11-19 |
| DE69413854T2 (en) | 1999-04-01 |
| DE606883T1 (en) | 1995-03-16 |
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